title: Selective α-glucosidase substrates and inhibitors containing short aromatic peptidyl moieties.
abstract: We constructed a library of sugar-dipeptide conjugate to find out the best complementary against hydrophobic pocket of α-glucosidase. The best substrate showed 150-fold improved K(m) value relative p-acetaminophenyl-α-D-glucopyranoside for α-glucosidase from Bacillus stearothermophillus. Using information from the complementary, we synthesized sp-WY and β-Glc-sp-WY, which selectivity inhibited the cognate enzyme.
authors.affiliation: Department of Chemistry & Education, Seoul National University, Seoul 151-742, Republic of Korea.
authors.forename: Sangeun
authors.initials: S
authors.lastname: Park
authors.forename: Soonsil
authors.initials: S
authors.lastname: Hyun
authors.forename: Su-il
authors.initials: SI
authors.lastname: Do
authors.forename: Jaehoon
authors.initials: J
authors.lastname: Yu
mesh_terms: D000818:Animals; D001407:Bacillus / Q000201:enzymology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D065089:Glycoside Hydrolase Inhibitors; D057927:Hydrophobic and Hydrophilic Interactions; D012275:Oryza / Q000201:enzymology; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D051381:Rats; D013379:Substrate Specificity; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D010455:Peptides; D000520:alpha-Glucosidases